This creepy fuck popped into my head. I remember renting DOA 2 with a friend of mine for a sleepover at his house. MF'er lived deep in the woods and it was pitch black at night. This scary fuck comes on the screen raving about the world being it's delusion and all of a sudden you're fighting.
Very intense for the boob jiggling horny fighting game.
four kings from DS
also there was some stupid boss in robocop vs terminator for sega genesis that I couldn't beat as a kid. I'm still mad about it to this day